Middleton, WI · 53562

Exterior Contractors in Middleton, WI

We are the Middleton exterior contractors homeowners call when the house is more complicated than a siding company wants to deal with. Our shop is 12 miles east on S. Stoughton Road, and we have completed 128 jobs inside the 53562 ZIP — steep pitches, multi-valley roofs, mixed material elevations and matched architectural trim.

Aerial view of a two-story home with a new gray architectural shingle roof installed by The Exteriors Company

Middleton Roofing

Tear-off and replacement, storm damage repair, and leak diagnosis on asphalt, metal, and flat systems. Wisconsin freeze-thaw cycles are hard on roofs — most of what we replace failed at the flashing and ice dam line, not in the field.

  • Full replacement — architectural shingle, standing seam metal, TPO
  • Repairs — leaks, ice dam damage, missing shingles, flashing failures
  • Ventilation correction — the reason most Madison roofs fail early
  • Insurance claims — we meet your adjuster and handle supplements
Installer setting a new Pella replacement window into a prepared wall opening

Middleton Window Replacement

Full-frame and insert replacement in vinyl, fiberglass, and clad wood. In a Wisconsin winter the payback shows up on the January gas bill — we’ll tell you honestly whether your existing units are worth keeping.

  • Full-frame and pocket/insert installs
  • Egress windows for basement finishing
  • Rotted jamb and sill repair
Two-story home with new lap siding and a covered front porch

Middleton Siding

Fiber cement, engineered wood, vinyl, and steel. We pull the old course back far enough to check sheathing and house wrap — cupping and buckling are usually a moisture problem, not a siding problem.

  • Full re-side and partial replacement
  • Rotted sheathing and trim repair
  • House wrap and flashing correction
Seamless gutter and downspout installed along a roof eave

Middleton Gutters & Guards

Seamless aluminum formed on site, oversized 6″ runs, and guard systems. Most ice dam calls we take are a gutter and ventilation issue combined — worth fixing together rather than one at a time.

  • Seamless 5″ and 6″ aluminum
  • Guard and screen systems
  • Downspout and drainage rerouting
Collapsed deck on the back of a two-story home after storm damage

Middleton Storm & Hail Damage

Same-day emergency tarping, a free HAAG-certified documented inspection, and we meet your adjuster on the roof so nothing gets missed. After a storm, two things matter — stopping active damage now and getting a fair, fully documented insurance claim.

  • Same-day emergency tarping & board-up across Dane County
  • Free documented inspection with photos and a written report
  • Insurance claim support — we meet your adjuster on site
Crew installing underlayment and ice and water shield during a full roof replacement

Middleton Emergency Exterior Services

When exterior damage can’t wait, our team is ready to help. We provide fast, dependable solutions for urgent roofing, siding, window, and storm-related issues to help protect your home from further damage.

  • Emergency roof repairs and leak protection
  • Storm, wind, and hail damage repairs
  • Siding and exterior damage
  • Window and door damage
  • Temporary protection and damage prevention

Local conditions

Middleton by build era

Middleton has a higher concentration of architecturally complex homes than anywhere else we work, and that changes what the whole exterior needs.

Pre-1960

Downtown, Parmenter Street area

Middleton’s original core: steeper pitches over board decking, under-ventilated attics, deep eaves and original wood trim. These homes need work sequenced correctly — there is no point installing windows before the sheathing behind them is sound.

1960–1990

Established neighborhoods

Ranches and colonials with cedar or hardboard siding, aluminum-frame windows and roofs on their second or third layer. This band is where a full exterior project returns the most, because every component ages out at roughly the same time.

1990–2010

Middleton Hills and larger builds

Where the complexity begins. Multiple valleys, dormers, steep pitches, mixed stone-and-siding elevations and wood-clad window packages. Every material transition on these homes is a place water can get in, and most of what we repair here is a transition rather than a field.

2010–today

Newer high-end construction

Very large roof areas with heavy architectural detail. Young components, so calls here are mostly storm and hail rather than age — and complex roofs are the ones insurers most reliably under scope. If a storm opens one of these roofs, we offer same-day tarping on steep Middleton roofs.

Why one contractor

On these houses, the joints are the job

Most homeowners hire a roofer, then a siding company, then somebody for gutters. On a Middleton home that is where the problems start.

Transitions are where houses leak

Stone to siding, siding to roof, roof to dormer. Almost nothing fails in the middle of a wall or a roof plane. It fails at the joint, and joints are exactly where one trade ends and another begins.

Complex claims need one documenter

When hail hits a Middleton home it hits the roof, the siding, the skylights and the screens. Four contractors documenting four scopes is how half a claim goes unfiled.

Trim detail spans trades

Gable returns, banding and window surrounds get touched by the siding crew, the window crew and the roofer. Matching them takes one company deciding the profile once.

Steep pitch is priced once

Staging a steep roof is a real cost. Doing roof and gutters in one project means paying for that access once instead of twice.

One contract, one warranty

When the roofer blames the siding crew and the siding crew blames the roofer, you are the one holding the leak. Our 25-year workmanship warranty covers the whole envelope.

One permit process

We file with the City of Middleton once for the project rather than you coordinating three applications and three inspection windows.

Permits & approvals

We pull the Middleton permit, not you

The City of Middleton runs its own process, separate from Madison’s. On a combined project that means one application covering the whole scope rather than three.

 

Details are on the City of Middleton building inspection page.

Exterior permit facts for Middleton, WI homes
Permit required for reroofYes
Permit required for sidingGenerally
Who files itWe do
Ice barrier at eavesRequired
Neighborhood design reviewMay apply
Typical permit feeVerify with city

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middleton questions

Answered By The Exteriors Experts

The whole exterior. Roofing, siding, windows, gutters, soffit and fascia, and storm restoration across all of it. On Middleton’s architecture that matters more than usual, because the failures are almost always at transitions between trades rather than in the middle of any one of them.

No, and we would rather say so plainly. Our shop is at 2117 S Stoughton Road in Madison, 12 miles east. What that buys you is the same crews and project managers on every job rather than subcontracting to whoever is closest. We have completed 128 jobs inside the 53562 ZIP.

Roof area, pitch and complexity rather than the town. A steep multi-valley home with dormers and mixed materials genuinely takes more staging, more flashing and more labor hours than a larger but simpler house elsewhere. Any quote that prices them the same has not looked properly.

For roof replacement, siding replacement and window replacement, generally yes. The City of Middleton runs its own process, separate from Madison’s. We pull it as part of the job. Some neighborhoods also have their own design guidelines that can affect visible materials — we check your address at the estimate.

Yes, and on a steep Middleton home it is meaningfully cheaper. You pay for staging and access once rather than three times, and the transitions between trades get detailed by people accountable for both sides of the joint.

Usually yes — one event, one claim, one deductible, even when the roof, siding, skylights and gutters are all involved. On complex Middleton roofs the first scope frequently comes in short, and supplements are routine rather than exceptional. Our insurance restoration and supplements process is built for exactly that.

Yes. Low-slope and flat systems including EPDM, TPO and modified bitumen, plus siding and envelope work on commercial and multi-family properties.

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